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Visit Nifty for the full story: http://www.nifty.org/nifty/transgender/highschool/caramel-and-devin

One good thing about my having been a teenager before the Internet age began
booming was that I had no knowledge about society's labels. I didn't
understand the difference between crossdressing from transvestism or a
transgendered person from a transsexual. There was no pressure to try and
figure out whether my secret past time was a sexual thing or something
deeper. No one was going to find out about it anyway, right? I had the whole
weekend all to myself to just be a girl. I only masturbated one more time
that evening and only twice the next day which was highly unusual for a
teenage hormone on two legs like me. I ended up just doing the same ordinary
things I normally did on weekends; only dressed as a girl. Well, that's not
entirely true. I did put a bit of a spin on things, like cooking breakfast
with nothing on but an apron and six inch wedge heels. I normally cut the
lawn on Sundays in a t-shirt, jeans and sneakers, but this time I risked
being watched by the neighbors doing this chore in a skimpy self-made pair
of denim short-shorts, a high-cut pair of red satin panties, flip-flops and
nothing to cover me up top. I'll never know if anyone saw me dressed like
this.

By the time the yard was finished and I'd taken a shower that day, I
realized it was getting close to sundown and I knew that my parents would be
back home in the next few hours. Sometimes they even returned an hour early
so I chose to be careful and put back everything the way I found it and get
my homework done. I hated that Sunday evening realization that the weekend
has flown by and it was responsibility time again. Within the next twelve
hours, I'd be sitting in homeroom class all over again in boy mode with a
bunch of people I hardly knew, except for one other kid.

My best friend, Devin Witherspoon was not only my best friend during my
senior year of high school, but my only friend. He was a fellow honor
student who sat next to me in homeroom class. Just like me, he was shy and
awkward; a wallflower at dances and extra-curricular activities. He could
have dated just about any girl he wanted to if he knew what he had to offer.
However, if he'd been aware of his good looks, he may have been impossible
to deal with. His modesty seemed to enhance his sweet personality.

Upon learning that we lived near each other in our small northern New Jersey
suburb at the beginning of the school year, we began walking to and from
school together, eventually developing an easy, comfortable comradeship. We
talked about everything, but my physical attraction to him was something I
chose to keep to myself since I hadn't yet come to terms with the fact that
I might be bisexual. I'd always considered myself to be purely heterosexual,
so my attraction really surprised and alarmed me.

I was quite certain that Devin was one the prettiest boy I'd ever met in my
life. He had a thin, angular body and a certain feminine air about him
combined with a look of rare serenity for someone so young. His demeanor was
one of quiet reserve, except for when he spoke about a subject that
fascinated him. Then, his features would become animated with a lively
intelligence which I found terribly appealing. I sometimes wondered if he'd
ever experimented with makeup or feminine clothing, but of course, I
couldn't just come right out and ask him that. Instead, I just made use of
every opportunity I had to just look at him without appearing in awe of him
or love-struck.

His androgynous looks amazed me; pretty eyes as blue as a cloudless sky,
fine aquiline nose and a wide, sensuous mouth , the edges of which were
always upturned in just a trace of a smile. With his longish blonde hair
curling crisply over his temples and high cheekbones, he reminded me of some
of the flattest waif models that were so popular in the early 70s whose
images graced the pages I'd seen in my mom's issues of Vogue and Harper's
Bazaar. I've never any racial preference but thought our contrast would be
pretty sexy, skin-to-skin.

The first time we made small talk in homeroom, I was acutely aware of the
way his sexy, narrow eyes lingered over my face and body, not just once but
two and three times. Could he be attracted to me, too? I wondered. I was so
glad that we'd both chosen to sit at the very back desks of the room, where
no one would notice how I allowed my eyes to drink in the sight of him when
I thought he wouldn't notice.

Devin introduced himself to me formally in the middle of our first
conversation.

"By the way, I'm Devin", he said in a quietly unassuming tone, extending his
hand. I took his hand in mine and shook it from across from across our
desks, letting mine linger just a moment longer than necessary when I told
him my name. His eyes dropped downward and a rosy hue came to his face. I
realized that my flirty little handshake actually made him blush! Hopefully
it wasn't just wishful thinking on my part.

One day, while walking home from school, we tossed around the idea of
catching a movie or going to the mall to hang out and people watch so we
exchanged phone numbers. So there I was at home one night itching to call
him. I picked up the phone, dialed his number, but then stopped and hung up.
I repeated this process three times before I finally allowed my call to go
through. When he picked up, I didn't really know what to say and asked him
if I'd caught him at a bad time, half-hoping he'd tell me that I did.

"No, I was just doing some homework", he replied.

"On a Saturday night" Devin? "Instead of hanging out with some hot girls?"

"Well, yeah. See, I had three dates lined up consecutively for
tonight, but they all fell through."

"That's not funny. You could actually do that if you wanted too,
if you put yourself out there."

"Yeah, you too, kiddo. So what's your excuse for being at home tonight?"

"My dates fell through, too."
"Well, in that case, we might as well be doing our homework together."

I couldn't believe my ears when he asked so I invited him over.

"Yeah, but it's like ten o'clock already. Wouldn't your folks mind?"
"I've lost track of the time. Weren't your parents going to Atlantic City
again this weekend?"

"Yeah, Dev. They should be getting there just about now. They won't mind the
hour. I think they'll be just glad to see I have a new friend."

"Okay then," he replied. "I'll be there in about half an hour."

We started out with art history in my room, which was one of my favorite
subjects. Devin liked art, too, but couldn't understand Picasso's cubism so
I tried my best to explain it to him.

"You're pretty deep aren't you?" he asked, once he started to get it.
"No, actually I'm pretty shallow, Dev."
"You're basically a loner like me, right?"
"Yep."
"I thought at first that you had some sort of racial hang-up going on."
"Why would you think something like that, Devin?"
"Well, there's only a handful of other black kids at our school and you
seemed to have some sort of special common friendliness with them. But then
I'd see you talking with all different kinds of kids once in awhile and
decided that wasn't it."
"Yeah, I like everyone, Devin, even white kids like you."
"So what did you think of me at first?"
"Do you really want me to answer that?"
"Sure, I've probably heard it before."
"Okay. When I first saw you in homeroom class, I um, thought you were a girl
at my first glance. I'm sorry. Maybe i shouldn't have told you that."
"Don't be sorry. That's nothing new. But why didn't you change your seat or
something once you realized that I wasn't one? You didn't mind being seen
sitting next to such a girly boy?"
"I didn't say it bothered me, did I?"
Uh, no. I guess you didn't."

I couldn't help but wonder if Devin was asking me what else I'd thought
about him because I wondered if he was as attracted to me as I was to him.
Thinking this would probably be the best time to find out for sure since we
had complete privacy for a change, I decided to go for it. I rose from the
desk and began to leave the room.

"Hey, where are you going?" he asked.
"Keep studying," I replied. I'll be back in a few. And to answer your
question, I think that you have an open mind, Dev. At least, I hope so."

My opportunity to reveal my feminine side to Devin had finally arrived so I
took total advantage of it, not knowing when it would come again. As soon as
I reached my bedroom, I stripped out of my t-shirt and blue jeans. I'd
already laid out a sexy outfit, having hoped things would turn out as well
as they had so far. I sat at the edge of the bed, curled up one leg of my
sheerest pair of black stockings and smoothed the soft fabric over my
painted toes, up my calf and thigh , repeating the process with the other
silky stocking. Then I stood up to pull the hose up my thighs, over my
stiffening cock and around my hips. I wriggled my body into my favorite
short, low-cut black lycra minidress which showed off the large points of my
nipples and showcased my long smooth legs. In the bathroom, I put on a
little makeup and lipstick and smoothed some finger waves into my hair with
a little styling mousse. I was completely satisfied with my feminine look in
my reflection in the mirror and it was now or never.

I slowly entered the study with my hips swaying ever so gently, awaiting
Devin's reaction.

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1 General Category / Sports Bar / Re: Triangles Parties on: September 02, 2010, 03:09:35 PM
Started by Amber_Zeal - Last post by transatlantic
I'd love to go when I'm back in traveling mode. The naughty photos from tgirl events I've seen there push all my lust buttons.

2 General Category / Transgender Erotica / Caramel's 1st Attempt at Erotica on: September 02, 2010, 03:06:25 PM
Started by transatlantic - Last post by transatlantic
Visit Nifty for the full story: http://www.nifty.org/nifty/transgender/highschool/caramel-and-devin One good thing about my having been a teenager before the Internet age began booming was that I had no knowledge about society's labels. I didn't understand the difference between crossdressing from transvestism or a transgendered person from a transsexual. There was no pressure to try and figure out whether my secret past time was a sexual thing or something deeper. No one was going to find out about it anyway, right? I had the whole weekend all to myself to just be a girl. I only masturbated one more time that evening and only twice the next day which was highly unusual for a teenage hormone on two legs like me. I ended up just doing the same ordinary things I normally did on weekends; only dressed as a girl. Well, that's not entirely true. I did put a bit of a spin on things, like cooking breakfast with nothing on but an apron and six inch wedge heels. I normally cut the lawn on Sundays in a t-shirt, jeans and sneakers, but this time I risked being watched by the neighbors doing this chore in a skimpy self-made pair of denim short-shorts, a high-cut pair of red satin panties, flip-flops and nothing to cover me up top. I'll never know if anyone saw me dressed like this. By the time the yard was finished and I'd taken a shower that day, I realized it was getting close to sundown and I knew that my parents would be back home in the next few hours. Sometimes they even returned an hour early so I chose to be careful and put back everything the way I found it and get my homework done. I hated that Sunday evening realization that the weekend has flown by and it was responsibility time again. Within the next twelve hours, I'd be sitting in homeroom class all over again in boy mode with a bunch of people I hardly knew, except for one other kid. My best friend, Devin Witherspoon was not only my best friend during my senior year of high school, but my only friend. He was a fellow honor student who sat next to me in homeroom class. Just like me, he was shy and awkward; a wallflower at dances and extra-curricular activities. He could have dated just about any girl he wanted to if he knew what he had to offer. However, if he'd been aware of his good looks, he may have been impossible to deal with. His modesty seemed to enhance his sweet personality. Upon learning that we lived near each other in our small northern New Jersey suburb at the beginning of the school year, we began walking to and from school together, eventually developing an easy, comfortable comradeship. We talked about everything, but my physical attraction to him was something I chose to keep to myself since I hadn't yet come to terms with the fact that I might be bisexual. I'd always considered myself to be purely heterosexual, so my attraction really surprised and alarmed me. I was quite certain that Devin was one the prettiest boy I'd ever met in my life. He had a thin, angular body and a certain feminine air about him combined with a look of rare serenity for someone so young. His demeanor was one of quiet reserve, except for when he spoke about a subject that fascinated him. Then, his features would become animated with a lively intelligence which I found terribly appealing. I sometimes wondered if he'd ever experimented with makeup or feminine clothing, but of course, I couldn't just come right out and ask him that. Instead, I just made use of every opportunity I had to just look at him without appearing in awe of him or love-struck. His androgynous looks amazed me; pretty eyes as blue as a cloudless sky, fine aquiline nose and a wide, sensuous mouth , the edges of which were always upturned in just a trace of a smile. With his longish blonde hair curling crisply over his temples and high cheekbones, he reminded me of some of the flattest waif models that were so popular in the early 70s whose images graced the pages I'd seen in my mom's issues of Vogue and Harper's Bazaar. I've never any racial preference but thought our contrast would be pretty sexy, skin-to-skin. The first time we made small talk in homeroom, I was acutely aware of the way his sexy, narrow eyes lingered over my face and body, not just once but two and three times. Could he be attracted to me, too? I wondered. I was so glad that we'd both chosen to sit at the very back desks of the room, where no one would notice how I allowed my eyes to drink in the sight of him when I thought he wouldn't notice. Devin introduced himself to me formally in the middle of our first conversation. "By the way, I'm Devin", he said in a quietly unassuming tone, extending his hand. I took his hand in mine and shook it from across from across our desks, letting mine linger just a moment longer than necessary when I told him my name. His eyes dropped downward and a rosy hue came to his face. I realized that my flirty little handshake actually made him blush! Hopefully it wasn't just wishful thinking on my part. One day, while walking home from school, we tossed around the idea of catching a movie or going to the mall to hang out and people watch so we exchanged phone numbers. So there I was at home one night itching to call him. I picked up the phone, dialed his number, but then stopped and hung up. I repeated this process three times before I finally allowed my call to go through. When he picked up, I didn't really know what to say and asked him if I'd caught him at a bad time, half-hoping he'd tell me that I did. "No, I was just doing some homework", he replied. "On a Saturday night" Devin? "Instead of hanging out with some hot girls?" "Well, yeah. See, I had three dates lined up consecutively for tonight, but they all fell through." "That's not funny. You could actually do that if you wanted too, if you put yourself out there." "Yeah, you too, kiddo. So what's your excuse for being at home tonight?" "My dates fell through, too." "Well, in that case, we might as well be doing our homework together." I couldn't believe my ears when he asked so I invited him over. "Yeah, but it's like ten o'clock already. Wouldn't your folks mind?" "I've lost track of the time. Weren't your parents going to Atlantic City again this weekend?" "Yeah, Dev. They should be getting there just about now. They won't mind the hour. I think they'll be just glad to see I have a new friend." "Okay then," he replied. "I'll be there in about half an hour." We started out with art history in my room, which was one of my favorite subjects. Devin liked art, too, but couldn't understand Picasso's cubism so I tried my best to explain it to him. "You're pretty deep aren't you?" he asked, once he started to get it. "No, actually I'm pretty shallow, Dev." "You're basically a loner like me, right?" "Yep." "I thought at first that you had some sort of racial hang-up going on." "Why would you think something like that, Devin?" "Well, there's only a handful of other black kids at our school and you seemed to have some sort of special common friendliness with them. But then I'd see you talking with all different kinds of kids once in awhile and decided that wasn't it." "Yeah, I like everyone, Devin, even white kids like you." "So what did you think of me at first?" "Do you really want me to answer that?" "Sure, I've probably heard it before." "Okay. When I first saw you in homeroom class, I um, thought you were a girl at my first glance. I'm sorry. Maybe i shouldn't have told you that." "Don't be sorry. That's nothing new. But why didn't you change your seat or something once you realized that I wasn't one? You didn't mind being seen sitting next to such a girly boy?" "I didn't say it bothered me, did I?" Uh, no. I guess you didn't." I couldn't help but wonder if Devin was asking me what else I'd thought about him because I wondered if he was as attracted to me as I was to him. Thinking this would probably be the best time to find out for sure since we had complete privacy for a change, I decided to go for it. I rose from the desk and began to leave the room. "Hey, where are you going?" he asked. "Keep studying," I replied. I'll be back in a few. And to answer your question, I think that you have an open mind, Dev. At least, I hope so." My opportunity to reveal my feminine side to Devin had finally arrived so I took total advantage of it, not knowing when it would come again. As soon as I reached my bedroom, I stripped out of my t-shirt and blue jeans. I'd already laid out a sexy outfit, having hoped things would turn out as well as they had so far. I sat at the edge of the bed, curled up one leg of my sheerest pair of black stockings and smoothed the soft fabric over my painted toes, up my calf and thigh , repeating the process with the other silky stocking. Then I stood up to pull the hose up my thighs, over my stiffening cock and around my hips. I wriggled my body into my favorite short, low-cut black lycra minidress which showed off the large points of my nipples and showcased my long smooth legs. In the bathroom, I put on a little makeup and lipstick and smoothed some finger waves into my hair with a little styling mousse. I was completely satisfied with my feminine look in my reflection in the mirror and it was now or never. I slowly entered the study with my hips swaying ever so gently, awaiting Devin's reaction.

3 General Category / Personals / Looking for a LTR on: September 01, 2010, 08:28:53 PM
Started by meljo53 - Last post by meljo53
I am a 53 yr old transgendered MTF looking for someone who is understanding, openminded, and willing to go beyond the norm. I love to cook, currently taking CNA classes, and hopefully will go all the way to become an RN. Looking for an understanding partner, who likes to shop, talk, cuddle, and just about do anything. Replies will be answered promptly, but only serious replies. NO HEAD GAMES. hugs Mellanie Joanne Michaels

4 General Category / Sports Bar / Triangles Parties on: September 01, 2010, 05:43:39 PM
Started by Amber_Zeal - Last post by Amber_Zeal
I have never been to one, but Im dying to go. Has anyone on here ever been to one?

5 Webmasters / Webmaster Links / Caramel's Blogs on: September 01, 2010, 02:38:13 PM
Started by transatlantic - Last post by transatlantic
TS Dreamland http://tsdreamland.com Caramel's TGirls - Honest Transgender Website Reviews, Interviews and TG/TS Resources Nominated For Best Blog by Grooby's Tranny Awards 2009 http://caramelstgirls.com Glamour, Pinup, Fetish, Goth & BDSM http://caramelsgirls.com